20271-37-8

Usage

Uses

Used in Medicinal Chemistry:
5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester is used as a building block for the synthesis of biologically active molecules due to its versatile structure incorporating an amino group, a phenyl group, and a triazole ring, which are common in pharmaceutical compounds.
Used in Drug Formulations:
As an ethyl ester, 5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester has the potential to be used in drug formulations, contributing to the development of new pharmaceutical agents.
Used in Synthesis of Other Chemicals:
5-Amino-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid ethylester also serves as a precursor for the synthesis of other chemicals, expanding its utility in various chemical and industrial applications.

InChI:InChI=1/C11H12N4O2/c1-2-17-11(16)9-10(12)15(14-13-9)8-6-4-3-5-7-8/h3-7H,2,12H2,1H3

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 622-37-7 Phenyl azide 
• 53591-51-8 2-Ethoxycarbonyl-N-phenylacetamidine hydrochloride 
• 5873-88-1 2-Ethoxycarbonyl-S-methylthioacetamidate hydrochloride 
• 62-53-3 aniline 
• 64-17-5 ethanol 
• 3099-82-9 benzene diazoniumchloride 
• 13621-50-6 ethoxycarbonylthioacetamide 

Downstream Products

• 90323-78-7 5-amino-1-phenyl-1,2,3-triazole-4-carboxylic acid 
• 885617-91-4 5-(4-bromo-phenyl)-6-(4-chloro-phenyl)-3-phenyl-3,6-dihydro-[1,2,3]triazolo[4,5-d]pyrimidin-7-one 
• 20271-38-9 C₉H₁₀N₆O 
• 1160050-82-7 5-phenylamino-2H-1,2,3-triazole-4-carbohydrazide 
• 863786-32-7 5-(4-chloro-phenyliminomethyleneamino)-1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 
• 1356190-25-4 3,6-dihydro-3,6-diphenyl-5-[(p-fluorophenyl)thio]-1,2,3-triazolo[4,5-d]pyrimidine-7-one 
• 1356190-26-5 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one 
• 1356190-27-6 6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)thio]-3-phenyl-1,2,3-triazolo-[4,5-d]pyrimidine-7-one 
• 1356190-31-2 3,6-dihydro-3,6-diphenyl-5-[(p-fluorophenyl)sulfinyl]-1,2,3-triazolo[4,5-d]pyrimidine-7-one 
• 1356190-32-3 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfinyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 
• 1356190-33-4 6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfinyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 
• 1356190-37-8 3,6-dihydro-3,6-diphenyl-5-[(p-fluorophenyl)sulfonyl]-1,2,3-triazolo[4,5-d]pyrimidine-7-one 
• 1356190-38-9 6-(4-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfonyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 
• 1356190-39-0 6-(3-chlorophenyl)-3,6-dihydro-5-[(p-fluorophenyl)sulfonyl]-3-phenyl-1,2,3-triazolo[4,5-d]pyrimidine-7-one 

Relevant academic research and scientific papers

Synthesis of 1,4,5-trisubstituted-1,2,3-triazoles via coupling reaction of diaminomaleonitrile with aromatic diazonium salts

A mild procedure for the preparation of 2-(5-amino-1-aryl-1H-1,2,3-triazol- 4-yl)-2-iminoacetonitriles and 2-(5-amino-1-aryl-1H-1,2,3-triazol-4-yl)-2- oxoacetonitriles was achieved by the reaction of diaminomaleonitrile and phenyl/substituted phenyl diazonium chlorides. 4-Nitrophenyl diazonium chloride afforded 2-amino-3-(3-(4-nitrophenyl)triaz-1-en-1-yl)maleonitrile. Triazole iminoacetonitrile and maleonitrile derivatives were reacted further with excess acetone and benzaldehyde with a catalytic amount of 1,8-diazabicyclo[5.4.0] undec-7-ene to yield 5-(5-imino-2,2-dimethyl-2,5-dihydrooxazol-4-yl)-3-aryl-3H- 1,2,3-triazol-4-amine and (E)-N-benzylidene-5-(5-imino-2-aryl-2,5-dihydrooxazol- 4-yl)-3-aryl-3H-1,2,3-triazol-4-amine, respectively. Two competitive reactions, i.e., nucleophilic substitution and nucleophilic addition, were observed when triazole oxoacetonitrile and maleonitrile derivatives were reacted with hydroxylamine hydrochloride in the presence of sodium acetate.

Synthesis and in vitro and in silico studies of 1H- and 2H-1,2,3-triazoles as antichagasic agents

1,2,3-triazole heterocycles stand out in medicinal chemistry for having great structural diversity and bioactivities. In this study, two series of triazoles were synthesized. One was obtained by the 1,3-dipolar cycloaddition reaction between ethyl cyanoac

Ruthenium-catalyzed synthesis of 5-amino-1,2,3-triazole-4-carboxylates for triazole-based scaffolds: Beyond the Dimroth rearrangement

The 5-amino-1,2,3-triazole-4-carboxylic acid is a suitable molecule for the preparation of collections of peptidomimetics or biologically active compounds based on the triazole scaffold. However, its chemistry may be influenced by the possibility of under

NEW METHOD FOR STUDYING THE REACTIVITIES OF α-DIAZO IMINES. INVESTIGATION OF THE CYCLIZATION OF N-SUBSTITUTED 2-DIAZOACETAMIDINES TO 1,2,3-TRIAZOLES

N-Substituted diazoacetamidines were generated in the reaction of N-substituted acetamidines with benzenesulfonyl azide.It is shown that their cyclization to isomeric 1,2,3-triazole characterizes the reactivities of α-diazo imines.The synthesis of 5-amino

Studies on v-Triazoles. Part I: Synthesis of 4,9-Dihydro-9-oxo-1H-v-triazolo quinolines by cyclization of 5-arylamino-v-triazole-4-carboxylic acids with polyphosphoric acid.

The cyclization of 5-arylamino-v-triazole-4-carboxylic acids with polyphosphoric acid leads to high yields of the corresponding 4,9-dihydro-9-oxo-v-triazolo quinolines which are potent antiallergic agents.

Triazolo [4,5-b] quinolines and prophylaxis of allergic diseases with them

The invention provides novel compounds of formula (I). STR1 and pharmaceutically acceptable salts thereof wherein R1, R2, R3 and R4 which may be the same or different, represent hydrogen, halogen, lower alkyl, and lower alkoxy, or any adjacent two of R1 to R4 taken together represent an alkylene group containing from 3 to 5 carbon atoms or a 1,4-buta-1,3-dienylene group. The compounds are useful as anti-allergic agents.